I tried not to let my eyes pop out of their sockets like a cartoon character: Ali and I had been having sex for months, and I’d never seen her touch herself there.
Wendy still wasn’t taking the bait, so Ali bit her lower lip — partly I’m sure because she was enjoying the feel of her own hand stroking her pussy, with two people watching her, but also because she was making a decision — and then said to Ali “Okay, how about Toby does it to you, and you can stroke him while he’s doing it.”
You’ll notice Ali didn’t ask me what I thought about the plan — as if there were any possibility I’d say no.
Wendy slid closer to me and without a word, reached over and took my dick in her hand. “Gentle,” Ali said to her softly.
I began to slowly stroke Wendy’s pussy, intending to slowly work my way up to penetrating her with a finger, the way Ali liked it. “Don’t make her wait,” Ali said, fingering herself more vigorously now. “Slide your finger into her wet pussy.”
So I did.
For just a moment, Wendy seemed surprised that I’d actually done it. And then almost immediately, she started thrashing around. “OH. OH. YES. KEEP GOING. JUST LIKE THAT, YES!”
I was thankful she’d let go of my dick before I began, because I could have been hurt. I continued to finger-fuck her hard and fast, much rougher than Ali likes it. “YES YES DON’T STOP YES!” She came loudly, but continued to thrust her wet pussy against my fingers. Then without any warning, she climbed onto my lap and after a moment of squirming around, my dick slid deep inside of her. “I hope you don’t mind, Ali,” she said –but when Ali realized what was happening she definitely did mind.
“Stop it. Fuck you, both of you, I said you could fool around, not fuck.”
Wendy gave a little yelp as I broke her virginity, then thrust harder into my dick.
“Sorry,” I said to Ali. But I wasn’t. I don’t think I’d ever been this horny before, and who could blame me? Fucking my girlfriend’s hot best friend right in front of her?
“OH… GOD… YES…” Wendy shouted, each time she bounced hard into my dick. I had both of my hands on Wendy’s breasts.
Ali looked angry, and I was afraid she might dump me over this, and I was already thinking about whether I’d be happy with Wendy as my new girlfriend (I’d rather have Ali) — but it’s not as if Ali was trying to pull Wendy off of me, and she had to know on some level she’d been pushing us toward this, so I hoped she was also aroused watching her best friend fuck me.
“Come over here,” I told her; and when she came closer, I took my right hand from Wendy’s breast and moved it to Ali’s, massaging her nipple the way she likes.
Even though I’d just cum, I was surprised I was lasting more than half a minute — fucking Wendy with my left hand on one of her breasts while Ali stood next to me with my right hand on one of her breasts.
Wendy was noisy, shouting FUCK almost every time she thrust down on me, and after a minute or so Ali’s little noises told me she was also enjoying every moment of this.
Suddenly I left my balls tightened and I started “Is it safe if I–” and before I could finish with “cum inside you?”, I exploded inside Wendy, giving her womb its first-ever coating of hot semen. And she came loudly.